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4-(Phenylazo)diphenylamine

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4-(Phenylazo)diphenylamine Basic information
Product Name:4-(Phenylazo)diphenylamine
Synonyms:4-(phenylamino)azobenzene;4-(phenylazo)-diphenylamin;4-anilino-azobenzen;Azobenzene, 4-anilino-;Diphenylamine, 4-(phenylazo)-;N-Phenyl-4-[(E)-phenyldiazenyl]aniline;N-Phenyl-4-aminoazobenzene;4-Azobenzeneaniline
CAS:101-75-7
MF:C18H15N3
MW:273.33
EINECS:202-972-3
Product Categories:Azo;Anilines, Aromatic Amines and Nitro Compounds
Mol File:101-75-7.mol
4-(Phenylazo)diphenylamine Structure
4-(Phenylazo)diphenylamine Chemical Properties
Melting point 87-91 °C
Boiling point 406.35°C (rough estimate)
density 1.0332 (rough estimate)
refractive index 1.5480 (estimate)
storage temp. room temp
solubility Solubility Insoluble in water; soluble in ethanol, methanol
pka0.42(at 25℃)
form Fine Crystalline Powder
color Orange
PH RangeRed (1.2) to yellow (2.5)
λmax411nm, 272nm
BRN 749359
Major ApplicationDisplay device, nonlinear optial (NLO) material, photoresists, printing plates, lithographic plates, photosensitive materials, photography, markers
InChIInChI=1S/C18H15N3/c1-3-7-15(8-4-1)19-16-11-13-18(14-12-16)21-20-17-9-5-2-6-10-17/h1-14,19H
InChIKeyVXLFYNFOITWQPM-UHFFFAOYSA-N
SMILESC1(NC2=CC=CC=C2)=CC=C(N=NC2=CC=CC=C2)C=C1
CAS DataBase Reference101-75-7(CAS DataBase Reference)
EPA Substance Registry SystemBenzenamine, N-phenyl-4-(phenylazo)- (101-75-7)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
RIDADR 3234
WGK Germany 1
RTECS JK0185000
TSCA TSCA listed
HS Code 29270000
Storage Class11 - Combustible Solids
Hazard ClassificationsEye Irrit. 2
Skin Irrit. 2
STOT SE 3
ToxicityLD50 ivn-mus: 56 mg/kg CSLNX* NX#03760
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
4-(Phenylazo)diphenylamine Usage And Synthesis
Chemical Propertiesorange fine crystalline powder
Uses4-(Phenylazo)diphenylamine is a soluble azo dye and stain. Dyes and metabolites.
Safety ProfilePoison by intravenous route. When heated to decomposition it emits toxic vapors of NOx.
Purification MethodsPurify the dye by chromatography on neutral alumina using dry *C6H6 with 1% of dry MeOH. The major component, which gave a stationary band, is cut out and eluted with EtOH or MeOH. [H.gfeldt & Bigeleisen J Am Chem Soc 82 15 1960.] It crystallises from pet ether, EtOH or aqueous EtOH, and has max at 420nm ( 28,000) (aqueous EtOH) and 540nm (aqueous EtOH/H2SO4) [Badger et al. J Chem Soc 1888 1954, Beilstein 16 H 314, 16 III 343, 16 IV 457.]
4-(Phenylazo)diphenylamine Preparation Products And Raw materials
Raw materials4-Methoxyazobenzene-->Diazene, 1,2-diphenyl-, stereoisomer-->Aniline
Tag:4-(Phenylazo)diphenylamine(101-75-7) Related Product Information
Acid black 24 Acid blue 120 Acid blue 113 Diphenylamine DISPERSE ORANGE 1 Acid Brown 354 DIRECT BLACK 22 Acid Orange 67 2-Naphthalenesulfonic acid, 6-[[2-amino-4-[(2-hydroxyethyl)amino]phenyl]azo]-3-[[4-[[4-[[7-[[2-amino-4-[(2-hydroxyethyl)amino]phenyl]azo]-1-hydroxy-3-sulfo-2-naphthalenyl]azo]phenyl]amino]-3-sulfophenyl]azo]-4-hydroxy-, trisodium salt Orange IV Acid Yellow 199 LUXOL FAST BLUE ARN METANIL YELLOW 4-(Phenylazo)diphenylamine 4-Aminoazobenzene Acid yellow 65 Acid orange 51 5-[(4-anilino-5-sulphonaphthyl)azo]-4-hydroxynaphthalene-2,7-disulphonic acid